Healdsburg Holiday Rentals, California: Private House Rentals

A garden pathway lined with white roses leading to a building with a stone facade and a window.

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Our top choices for Healdsburg hotels

A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.

A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.

A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.

1. H2Hotel

Healdsburg

John

9.288.481 ₫

11.844.721 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.

A modern reception area with a curved desk, seating, and a skylight.

A hotel room with a bed, a desk, a chair, a television, and a window with blinds.

A spacious lounge area with multiple seating options, a bar with a variety of bottles, and large windows providing natural light.

2. Hotel Healdsburg

Healdsburg

Francesca

12.907.134 ₫

16.349.977 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.

A breakfast buffet with various pastries and baked goods displayed on a wooden counter.

A modern building with multiple balconies and a staircase leading to an upper level.

A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.

3. Harmon Guest House

Healdsburg

Ravinder

8.106.371 ₫

10.471.575 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.

A bar with three hanging wicker light fixtures, shelves stocked with liquor bottles, and a marble countertop.

A two-story building with a central entrance, large windows, and a balcony.

A room with a fireplace, wooden paneling, a chandelier, and a large abstract painting.

4. Liora Estate

Healdsburg

Kelly Joe

9.056.600 ₫

12.327.392 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.

A modern multi-story house with large windows, a balcony, and a view of the surrounding greenery.

A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

5. Appellation Healdsburg

Healdsburg

Jamie

9.098.366 ₫

12.375.224 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A multi-story hotel with a central archway, balconies, and a parking area.

A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.

A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.

A kitchen with a white countertop, wooden stools, and a large mirror above the sink.

6. Dry Creek Inn MOD Collection by Sonesta

Healdsburg

Antoine

3.078.054 ₫

3.576.545 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

An outdoor seating area with a fire feature, cushioned seating, and umbrellas.

A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

7. Hotel Trio Healdsburg

Healdsburg

Alexander

3.854.034 ₫

5.019.312 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.

A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

8. Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

Pamela

3.266.358 ₫

3.730.018 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with dark cabinets, stainless steel appliances, a microwave, and a dishwasher.

A modern lobby with a reception desk, a seating area with an orange sofa, a patterned rug, and a staircase in the background.

A hotel room with a bed, a TV, a desk, a chair, a table, and a dining area with a table set for two.

A conference room with multiple tables and chairs, equipped with a projector screen and ceiling-mounted lighting.

9. Holiday Inn Windsor Wine Country by IHG

Windsor

Hanmo

2.974.590 ₫

3.391.032 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern interior with a staircase, a large window with reflections, and a seating area.

A view of the Healdsburg Inn on the Plaza, featuring a modern interior with a staircase, seating area, and decorative lighting.

A hotel room with a large bed, a window with a view of greenery, a door leading to an outdoor balcony, and a framed botanical print on the wall.

A room with two patterned armchairs, a glass coffee table, a window with a view of trees, and a brown leather bag on the floor.

10. Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg

Daniel M

7.426.798 ₫

8.629.567 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A buffet with various food items, including omelets and baked goods, served in metal containers.

A hotel room with a desk, chair, sofa, and a standing lamp.

A hotel room with two beds, a desk, a chair, a lamp, and a large window.

A multi-story building with a central entrance, large windows, and a covered walkway.

11. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

Colleen

2.664.198 ₫

3.037.185 ₫ total

includes taxes & fees

22 Nov - 23 Nov

An outdoor patio area with seating and a fire feature, surrounded by lush greenery and trees.

A hotel entrance with a sign reading "THE LODGE" and a blue electric scooter parked in front.

A hotel room with a large bed, a desk with a chair, a small table, a mirror, and artwork on the walls.

12. The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

Mark

3.752.020 ₫

4.359.588 ₫ total

includes taxes & fees

3 Nov - 4 Nov

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

A dining area with a long wooden table set for a meal, large windows offering a view of trees, and hanging spherical lights.

An outdoor dining area with tables and chairs under trees, string lights, and a view of the landscape.

A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.

13. Montage Healdsburg

Healdsburg

Sarah

17.071.560 ₫

21.649.945 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A poolside area with lounge chairs and a pink flamingo float.

A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.

A spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.

A traditional living room with a fireplace, leather sofas, a coffee table, and a bookshelf.

14. Camellia Inn

Healdsburg

Erika

4.552.882 ₫

5.281.291 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A large, historic house with a prominent corner turret and a well-maintained garden.

A hotel room with a large bed, a fireplace, a sofa, a dining table, and a view of the outdoors.

A dining room with a piano, a table set for six, and a view of greenery outside.

A covered outdoor seating area with a white railing, surrounded by lush greenery and palm trees.

15. The Madrona

Healdsburg

Leslie

9.195.363 ₫

11.587.017 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.

A person holding a shopping bag with 'BON TON STUDIO' text, standing in a room with woven wall decorations.

A balcony with a pool view, outdoor seating, and a railing.

A pathway leading to a building with a covered entrance and a balcony.

16. Duchamp Healdsburg

Healdsburg

deborah

12.938.000 ₫

15.033.309 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.

A breakfast bar with various food items and a waffle batter station.

A spacious lobby with a large fireplace, a sofa, a coffee table, and a bookshelf.

A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.

17. Hilton Garden Inn Sonoma County Airport

Santa Rosa

Diego Urbina

2.736.105 ₫

3.119.160 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a brown leather sofa, a coffee table with a bottle and glasses, and a large abstract painting on the wall.

A living room with a brown leather sofa, a wooden coffee table with a candle and a plant, a window with blinds, and a colorful abstract painting on the wall.

A pool area with lounge chairs, umbrellas, and a clear view of the surrounding forest.

A kitchen with wooden cabinets, a countertop, a chair, a table, and a window with blinds.

18. Fairview Inn and Suites

Healdsburg

Joseph

3.662.884 ₫

4.249.008 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.

A traditional room with a fireplace, a wooden cabinet, and a table with a vase and candles.

A cozy living room with a fireplace, a sofa, a chair, and a table with a lamp.

A staircase with ornate railings and a patterned ceiling.

19. Calderwood Inn

Healdsburg

Daniel

4.111.401 ₫

4.769.173 ₫ total

includes taxes & fees

22 Nov - 23 Nov

An outdoor seating area with wooden lattice walls, chairs, and tables, featuring string lights.

A restaurant with a marble counter, blue patterned chairs, and wooden cabinets.

A hotel room with a large bed, a bedside table with a lamp, a red sofa, and a wooden door.

A hotel with a prominent 'Travelodge' sign, a parking lot, and a clear sky with clouds.

20. Hotel Vinea, a Travelodge by Wyndham

Healdsburg

Allison

2.617.357 ₫

3.036.135 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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Stay near popular Healdsburg attractions

Dry Creek Vineyard

9.4/10 (126 reviews)

Historic Dry Creek Vineyard pioneered Sauvignon Blanc planting in the region after Prohibition. Enjoy private seated tastings amid Loire Valley-inspired grounds perfect for an afternoon picnic.

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Healdsburg Plaza

9.4/10 (657 reviews)

This historic 1850s town square serves as Healdsburg's cultural heart, surrounded by wine tasting rooms and shops. Relax under mature trees or enjoy the central gazebo while experiencing quintessential Wine Country charm.

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Mazzocco Winery

8.6/10 (24 reviews)

Renowned for its single-vineyard Zinfandels that showcase Dry Creek Valley's diverse terroir. Savour a personalised tasting on the outdoor patio with panoramic vineyard views, best enjoyed in spring or fall.

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Healdsburg Museum

Housed in a historic Carnegie library, the Healdsburg Museum chronicles the area's rich heritage through rotating exhibits. Explore local history in this intimate, free-admission space.

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Healdsburg Center for the Arts

8.8/10 (28 reviews)

Take the family on an outing to Healdsburg Center for the Arts during your trip to Healdsburg. Stroll along the area's riverfront or simply savour its wineries.

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Jordan Vineyard & Winery

10.0/10 (11 reviews)

This French-inspired estate winery crafts elegant Cabernet Sauvignon and Chardonnay in Alexander Valley's picturesque landscape. Enjoy seated tastings paired with seasonal hors d'oeuvres from the estate gardens.

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SingleThread Farm at Dry Creek

This three-Michelin-starred farm-restaurant showcases ingredients grown on its own 24-acre property in Healdsburg. Experience their seasonal tasting menu that transforms local harvests into culinary masterpieces.

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Wilson Winery

8.6/10 (38 reviews)

Family-owned Wilson Winery crafts exceptional single-vineyard Zinfandels that showcase Dry Creek Valley's unique terroir. Savour a four-wine flight on their outdoor deck with panoramic vineyard views.

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Learn more about Healdsburg

Stroll between tasting rooms in this charming wine country plaza where vintners pour small-batch Pinot Noir and Zinfandel. Bike through rolling vineyards in the morning, then spend afternoons browsing farm-to-table restaurants and artisan shops with locally-made olive oils.

See all hotels in Healdsburg

A vineyard sign with "Dry Creek Vineyard" written above a stone archway.

Top Healdsburg Hotel Reviews

Duchamp Healdsburg

10/10 Excellent

"Very attentive staff, and rooms are modern and new."

Dry Creek Inn MOD Collection by Sonesta

8/10 Good

"Basic stay. Room was clean, location is convenient and great price for the area. But, rooms need renovation- we had an issue with turning the water on in the shower. Maintenance was there quickly and told us you had to hold it a certain way to make it work..not great. Other than that stay was fine."

Calderwood Inn

10/10 Excellent

"Lovely relaxing property with nice gardens and the ease of a good breakfast in the morning. Spacious room with sitting area. Nice people"

Camellia Inn

10/10 Excellent

"This such a quaint place to stay. The house has a rich history and each room is unique. My room was spacious, clean and lovely. The breakfasts were delicious and plentiful. The staff were phenomenal. Each person was so helpful and kind. I would definitely stay here again."

Liora Estate

10/10 Excellent

"Front desk staff, Donald, greeted us with wine or champagne, unloaded our luggage and valet parked our vehicle and was very personable. Our room was truly spacious with a very comfortable canopy bed, gas fireplace, and jet tub. There was even an old fashioned turn table near the bed, although the vinyl record provided was a bit unusual. We had indicated that we were celebrating an anniversary, and they left us a lovely bottle of wine in our room. Breakfast was included and delivered in a picnic basket to our room promptly at 8 am and was full of delicious fruit, yogurt with granola, juice, coffee, milk and pastries. Perfect way to start the day. The location was excellent within easy walking distance to many restaurants and church for Sunday morning Mass. Healdsburg is centrally located near many vineyards and wineries and we did several tastings within a half hour drive. We would definitely stay here again!"

Fairview Inn and Suites

10/10 Excellent

"Owner manager was extremely helpful"

Grape Leaf Inn

10/10 Excellent

"Staff was great. Breakfast was very good. Wine and cookies in the afternoon a nice touch. Best though several wineries included for free tastings. Great value overall"

Hotel Healdsburg

10/10 Excellent

"Our favorite place to stay in Healdsburg. Loved being greeted by a glass of wine from a local winery at check-in."

More cheap stays in Healdsburg

Extended Stay America Suites Santa Rosa North

100 Fountain Grove Pkwy Santa Rosa CA

2.584.754 ₫

3.003.428 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8865 Conde Lane Windsor CA

2.664.198 ₫

3.037.185 ₫ total

22 Nov - 23 Nov

includes taxes & fees

9.2/10 Wonderful! (1,303 reviews)

Cottages on River Road

14880 River Rd Guerneville CA

2.537.455 ₫

3.048.143 ₫ total

15 Nov - 16 Nov

includes taxes & fees

9.6/10 Exceptional! (1,004 reviews)

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

3815 AIRWAY DR Santa Rosa CA

2.948.207 ₫

3.419.920 ₫ total

13 Nov - 14 Nov

includes taxes & fees

Best Western Plus Wine Country Inn & Suites

870 Hopper Ave Santa Rosa CA

3.079.244 ₫

3.577.928 ₫ total

6 Nov - 7 Nov

includes taxes & fees

8/10 Very good! (1,000 reviews)

Hampton Inn & Suites Windsor - Sonoma Wine Country

8937 Brooks Road South Windsor CA

3.266.358 ₫

3.730.018 ₫ total

22 Nov - 23 Nov

includes taxes & fees

Hotels in Healdsburg with star rating

Frequently asked questions

What's the seasonal weather in Healdsburg?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are December and January, with an average of 9°C. Average annual precipitation for Healdsburg is 777 mm.

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Book Hotels in Healdsburg on Expedia.com

Find hotels in Healdsburg, CA from 3.003.428 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Healdsburg

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Healdsburg hotels

1. H2Hotel

2. Hotel Healdsburg

3. Harmon Guest House

4. Liora Estate

5. Appellation Healdsburg

6. Dry Creek Inn MOD Collection by Sonesta

7. Hotel Trio Healdsburg

8. Hampton Inn & Suites Windsor - Sonoma Wine Country

9. Holiday Inn Windsor Wine Country by IHG

10. Healdsburg Inn on the Plaza, A Four Sisters Inn

11. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

12. The Lodge at Healdsburg, Tapestry Collection by Hilton

13. Montage Healdsburg

14. Camellia Inn

15. The Madrona

16. Duchamp Healdsburg

17. Hilton Garden Inn Sonoma County Airport

18. Fairview Inn and Suites

19. Calderwood Inn

20. Hotel Vinea, a Travelodge by Wyndham

Stay near popular Healdsburg attractions

Dry Creek Vineyard

Healdsburg Plaza

Mazzocco Winery

Healdsburg Museum

Healdsburg Center for the Arts

Jordan Vineyard & Winery

SingleThread Farm at Dry Creek

Wilson Winery

Learn more about Healdsburg

Top Healdsburg Hotel Reviews

Duchamp Healdsburg

Dry Creek Inn MOD Collection by Sonesta

Calderwood Inn

Camellia Inn

Liora Estate

Fairview Inn and Suites

Grape Leaf Inn

Hotel Healdsburg

More cheap stays in Healdsburg

Extended Stay America Suites Santa Rosa North

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Cottages on River Road

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Best Western Plus Wine Country Inn & Suites

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hotels in Healdsburg with star rating

Frequently asked questions

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